Nitric Acid → 2,6-Dichloro-3-nitrobenzoic acid

HRID 2201769Notes

Reaction equation

HRID 2201769 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=[O:5].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:10]([N+:12]([O-:14])=[O:13])=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 57582,6-Dichlorobenzoic acid

Product 1

HCID 3506232,6-Dichloro-3-nitrobenzoic acidYield 57%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

2,6-Dichlorobenzoic acid (10 g, 52 mmol) was added portion wise to a previously stirred mixture of nitric acid (15 mL) and sulfuric acid (30 mL) at 55° C. and stirred for 30 minutes followed by stirring at room temperature for 0.5 hour. The reaction mixture was poured into crushed ice and the precipitated off white solid was filtered, washed with water, and dried under vacuum to afford 2,6-dichloro-3-nitrobenzoic acid (7 g, 57%).

Workup

  1. stirringby stirring at room temperature for 0.5 hour
  2. additionThe reaction mixture was poured
  3. custominto crushed ice
  4. customthe precipitated off white solid
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried under vacuum

Sources & evidence

ORD record
ord-58b427bff5844773aa1f702edb16db26
Source dataset
uspto-grants-2016_06
Patent number
US09364466B2

Reaction notes

Loading…